Nematicidal composition

Abstract

To provide a nematicidal composition exhibiting excellent nematicidal activity.A nematicidal composition comprising as an active ingredient a compound represented by the formula (I) or its salt:wherein the symbols are as defined in the specification.

1 . A nematicidal composition comprising as an active ingredient a compound represented by the formula (I) or its salt: 
       
         
           
           
               
               
           
         
       
       wherein X is N, CH or CR 4 ,
 A is an unsubstituted phenyl, or a phenyl substituted by one to five R 1 , 
 R 1  is halogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, alkoxy or haloalkoxy, provided that when there are two R 1 , the two R 1  together may form a ring which may be substituted by one or two Z 1 , 
 Z 1  is halogen or alkyl, 
 R 2  and R 3  are alkyl, or R 2  and R 3  together form a (C 3 -C 6 )-carbon ring, 
 R 4  is halogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, nitro or cyano, 
 R 5  is CHO, 
 R 6  is H, —SO 2 CF 3 , —C(═O)OZ 3 , alkyl, alkenyl, alkynyl, alkoxyalkyl, or aralkyl which may be substituted by Z 2 , 
 Z 2  is alkoxy, 
 Z 3  is aralkyl which may be substituted by Z 2 , or alkyl, and 
 m is an integer of from 0 to 2. 
 
     
     
         2 . A method for controlling nematodes, which comprises applying a nematicidal composition containing an effective amount of a compound represented by the formula (I) or its salt to soil, to nematodes or to a plant body: 
       
         
           
           
               
               
           
         
       
       wherein X is N, CH or CR 4 ,
 A is an unsubstituted phenyl, or a phenyl substituted by one to five R 1 , 
 R 1  is halogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, alkoxy or haloalkoxy, provided that when there are two R 1 , the two R 1  together may form a ring which may be substituted by one or two Z 1 , 
 Z 1  is halogen or alkyl, 
 R 2  and R 3  are alkyl, or R 2  and R 3  together form a (C 3 -C 6 )-carbon ring, 
 R 4  is halogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, nitro or cyano, 
 R 5  is CHO, 
 R 6  is H, —SO 2 CF 3 , —C(═O)OZ 3 , alkyl, alkenyl, alkynyl, alkoxyalkyl, or aralkyl which may be substituted by Z 2 , 
 Z 2  is alkoxy, 
 Z 3  is aralkyl which may be substituted by Z 2 , or alkyl, and 
 m is an integer of from 0 to 2. 
 
     
     
         3 . A compound selected from the group consisting of compounds of the following formulae, or its salt: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         4 . The nematicidal composition according to  claim 1 , wherein in the compound represented by the formula (I) or its salt, A is phenyl substituted by one to five R 1 , R 1  is halogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, alkoxy or haloalkoxy, provided that when there are two R 1 , the two R 1  together may form a ring which may be substituted by one or two Z 1 . 
     
     
         5 . The method for controlling nematodes according to  claim 2 , wherein in the compound represented by the formula (I) or its salt, A is phenyl substituted by one to five R 1 , R 1  is halogen, alkyl, haloalkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, or haloalkoxy, provided that when there are two R 1 , the two R 1  together may form a ring which may be substituted by one or two Z 1 . 
     
     
         6 . A compound represented by the formula (IA) or its salt: 
       
         
           
           
               
               
           
         
         wherein X is N, CH or CR 4A , 
         R 1A  is halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, (C 3 -C 6 )-cycloalkyl, (C 1 -C 6 )-alkoxy or (C 1 -C 6 )-haloalkoxy, provided that when there are two R 1A , the two R 1A  together may form a ring which may be substituted by one or two Z 1A , 
         Z 1A  is halogen or (C 1 -C 6 )-alkyl, 
         R 2A  and R 3A  are (C 1 -C 6 )-alkyl, or R 2A  and R 3A  together may form a (C 3 -C 6 )-carbon ring, 
         R 4A  is halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, (C 3 -C 6 )-cycloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, (C 1 -C 6 )-alkylthio, (C 1 -C 6 )-alkylsulfinyl, (C 1 -C 6 )-alkylsulfonyl, nitro or cyano, 
         R 6A  is H, —SO 2 CF 3 , —C(═O)OZ 3A , (C 1 -C 6 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkyl, or (C 7 -C 12 )-aralkyl which may be substituted by Z 2A , 
         Z 2A  is (C 1 -C 6 )-alkoxy, 
         Z 3A  is (C 7 -C 12 )-aralkyl which may be substituted by Z 2A , or (C 1 -C 6 )-alkyl, 
         n is an integer of from 1 to 5, and 
         m is an integer of from 0 to 2. 
       
     
     
         7 . A compound represented by the formula (IB) or its salt: 
       
         
           
           
               
               
           
         
         wherein X is N, CH or CR 4A , 
         R 2A  and R 3A  are (C 1 -C 6 )-alkyl, or R 2A  and R 3A  together may form a (C 3 -C 6 )-carbon ring, 
         R 4A  is halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, (C 3 -C 6 )-cycloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, (C 1 -C 6 )-alkylthio, (C 1 -C 6 )-alkylsulfinyl, (C 1 -C 6 )-alkylsulfonyl, nitro or cyano, 
         R 6A  is H, —SO 2 CF 3 , —C(═O)OZ 3A , (C 1 -C 6 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl or (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkyl, or (C 7 -C 12 )-aralkyl which may be substituted by Z 2A , 
         Z 2A  is (C 1 -C 6 )-alkoxy, 
         Z 3A  is (C 7 -C 12 )-aralkyl which may be substituted by Z 2A , or (C 1 -C 6 )-alkyl, and 
         m is an integer of from 0 to 2. 
       
     
     
         8 . The compound or its salt according to  claim 6 , wherein in the compound represented by the formula (IA) or its salt, R 1A  is halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, (C 3 -C 6 )-cycloalkyl, (C 1 -C 6 )-alkoxy, or (C 1 -C 6 )-haloalkoxy. 
     
     
         9 . The compound or its salt according to  claim 6 , wherein in the compound represented by the formula (IA) or its salt, R 2A  and R 3A  are (C 1 -C 3 )-alkyl. 
     
     
         10 . The compound or its salt according to  claim 6 , wherein in the compound represented by the formula (IA) or its salt, R 4A  is halogen, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-alkylsulfinyl, (C 1 -C 6 )-alkylsulfonyl, nitro or cyano. 
     
     
         11 . The compound or its salt according to  claim 7 , wherein in the compound represented by the formula (IB) or its salt, R 2A  are R 3A  are (C 1 -C 3 )-alkyl. 
     
     
         12 . The compound or its salt according to  claim 7 , wherein in the compound represented by the formula (IB) or its salt, R 4A  is halogen, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-alkylsulfinyl, (C 1 -C 6 )-alkylsulfonyl, nitro or cyano. 
     
     
         13 . A method for controlling nematodes, which comprises applying a nematicidal composition containing an effective amount of the compound or its salt as defined in  claim 6 , to soil, to nematodes or to a plant body. 
     
     
         14 . An agricultural and horticultural nematicide comprising as an active ingredient the compound or its salt as defined in  claim 6 . 
     
     
         15 . A method for controlling nematodes, which comprises applying a nematicidal composition containing an effective amount of the compound or its salt as defined in  claim 7 , to soil, to nematodes or to a plant body. 
     
     
         16 . An agricultural and horticultural nematicide comprising as an active ingredient the compound or its salt as defined in  claim 7 .